Bolingbrook Vacation Packages

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Your Bolingbrook Vacation

Put together a custom vacation package to Bolingbrook and get ready to experience this interesting city on your own terms. Think about spending some time in the neighborhood of Clarendon Hills, which is great for golfing and lots more. Want to explore your new surroundings? Promenade Bolingbrook, Bolingbrook Golf Club and Seven Bridges Golf Club are just three of the most popular places to visit during a trip to Bolingbrook. A couple of clicks is all it takes to build a tailor-made Bolingbrook vacation on Expedia.

Top Bolingbrook Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun. 4 - Jun. 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8/10 Very Good! (1,524 reviews)
Excellent value for the money. Friendly and attentive staff. Well appointed rooms. Will definitely return the next time I’m in Chicago

Reviewed on Apr. 2, 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun. 4 - Jun. 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (295 reviews)
Spacious, clean rooms! Large windows make for a fabulous view!

Reviewed on Mar. 28, 2025

Hilton Chicago

Hilton Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun. 4 - Jun. 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.4/10 Very Good! (1,722 reviews)
Had great two days stay

Reviewed on Apr. 4, 2025

Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun. 4 - Jun. 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,320 reviews)
Great stay on St. Patrick's Day weekend.

Reviewed on Mar. 24, 2025

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun. 4 - Jun. 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (1,610 reviews)
Very convenient and clean hotel. Close to subway, client, restaurants and theater district. The room was a bit cramped but overall very nice.

Reviewed on Apr. 2, 2025

Ready to book your vacation to Bolingbrook?

 

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Bolingbrook Hotel Deals

Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHG
3.5 out of 5
25 South Halsted Street, Chicago, IL
Fully refundable
The price is CA $130 per night from Apr. 20 to Apr. 21
CA $130
CA $152 total
includes taxes & fees
Apr 20 - Apr 21
8.6/10 Excellent! (1,004 reviews)
"Good"

Reviewed on Apr. 2, 2025

Crowne Plaza Chicago West Loop by IHG
Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from Apr. 6 to Apr. 7
CA $151
CA $177 total
includes taxes & fees
Apr 6 - Apr 7
7.8/10 Good! (8,633 reviews)
"Property is a little outdated, but overall in great condition."

Reviewed on Apr. 1, 2025

Congress Plaza Hotel
The Allegro Royal Sonesta Hotel Chicago Loop
The Allegro Royal Sonesta Hotel Chicago Loop
4 out of 5
171 W Randolph St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $189 per night from Apr. 13 to Apr. 14
CA $189
CA $267 total
includes taxes & fees
Apr 13 - Apr 14
8.8/10 Excellent! (1,617 reviews)
"Very convenient and clean hotel. Close to subway, client, restaurants and theater district. The room was a bit cramped but overall very nice."

Reviewed on Apr. 2, 2025

The Allegro Royal Sonesta Hotel Chicago Loop
See all 3,772 properties in Bolingbrook
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Bolingbrook vacation package cost?
You can grab a vacation package to this popular destination from CA $816 on Expedia. However, how much your vacation to Bolingbrook costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Bolingbrook?
You can typically find reduced prices and better availability in December, January and February. Take a look at our cheap Bolingbrook vacation packages and you could get some great off-season deals.
How many days is enough for Bolingbrook?
The ideal length of your Bolingbrook vacation depends on what you’d like to do. Usually, a few days to a week will give you time to hit all the leading attractions and discover some hidden gems along the way.
Is it worth booking a vacation package to Bolingbrook?
Bolingbrook is a good vacation destination with attractions like Promenade Bolingbrook among the many things to keep you entertained. Whether you’re heading away with the family or getting away with friends, a Bolingbrook vacation promises fun for everyone.
How to find the best Bolingbrook package deals?
Use Expedia’s handy filters to help you find some tempting Bolingbrook package deals. When you start your search, simply set your maximum budget and then order the results by “Price: low to high.” If you’re looking to save, plan your trip for midweek, or browse for Bolingbrook package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it’s typically best to lock in your vacation package well in advance.
Is it cheaper to book a Bolingbrook vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking stays and flights individually. Better still, you can tailor your Bolingbrook escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Bolingbrook?
If you’ve got your Bolingbrook vacation dates locked in, book as early as you can to snap up some incredible deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Bolingbrook?

  1. Pick the perfect time to travel: Your schedule, favorite season and the type of weather you like can all impact your decision on when to go to Bolingbrook.
  2. Budget wisely: In addition to the price of your stay, you’ll need to consider other expenses. These include food, flights and transportation. Also, put aside a little extra for unexpected expenses that could crop up during your trip to Bolingbrook.
  3. Decide your trip length: Think about how long you’d like to spend discovering Bolingbrook. Plan your itinerary so you can get to all the activities and attractions you’re interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a personalized Bolingbrook vacation package.

Discover the most popular places to visit in Bolingbrook

Wrigley Field featuring central business district, a city and a sporting event

Wrigley Field

4.5/5(158 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Magnificent Mile - River North which includes signage, a city and night scenes

Michigan Avenue

4.5/5(19 reviews)

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Navy Pier

Navy Pier

4.5/5(459 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

What to do in Bolingbrook

Flyover in Chicago

Flyover in Chicago

CA $55
per adult
96% of travellers recommend
Flyover in Chicago
River tour boat in Chicago

Architecture River Tour

CA $70
per adult
94% of travellers recommend
Architecture River Tour
Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

CA $64
per adult
86% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
See all activities in Bolingbrook
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.